Reacción #46031

Ecuación de reacción

hydrochloric acid

Compound ( 7 )

1-(4-(4-(4-propylcyclohexyl)phenyl)-3-fluoro-2-methoxymethoxyphenyl)-1-propanone

water

→

1-(4-(4-(4-propylcyclohexyl)phenyl)-3-fluoro-2-hydroxyphenyl)-1-propanone

Disolventes

ethanol

Condiciones de reacción

Tratamiento posterior

1. 1
   Temperaturaby refluxing
2. 2
   Temperaturaunder heating for 2 hours
3. 3
   ExtracciónThe aqueous layer was extracted with toluene, which
4. 4
   workup.ADDITIONwas added to the organic layer
5. 5
   Lavadothe organic layer was washed with a saturated salt solution
6. 6
   Secadodried over anhydrous magnesium sulfate
7. 7
   workup.DISTILLATIONThe solvent was distilled off
8. 8
   Otrothe residue was purified by silica gel chromatography and recrystallization

Procedimiento

17.7 mL of 1N hydrochloric acid was added to Compound (7) dissolved in 17.7 mL of ethanol, followed by refluxing under heating for 2 hours. After cooling the reaction solution to ambient temperature, water was added to the solution. The aqueous layer was extracted with toluene, which was added to the organic layer, and the organic layer was washed with a saturated salt solution and then dried over anhydrous magnesium sulfate. The solvent was distilled off, and the residue was purified by silica gel chromatography and recrystallization to obtain 1.48 g of 1-(4-(4-(4-propylcyclohexyl)phenyl)-3-fluoro-2-hydroxyphenyl)-1-propanone (Compound (1-2-2-21)) as colorless crystals.

Fuente